Sodium Chlorite → HCID 86601877, compound
Reaction equation
P([O-])(O)(O)=O.[Na+].Cl([O-])=[O:8].[Na+].[C:11]([O:14][C@@H:15]1[C@@H:56]([O:57][C:58](=[O:60])[CH3:59])[C@H:55]([O:61][C:62](=[O:64])[CH3:63])[C@@H:54]([C:65]([O:67][CH3:68])=[O:66])[O:53][C@H:16]1[O:17][C:18]1[CH:23]=[CH:22][C:21]([C@@H:24]2[C@@H:27]([CH2:28][CH2:29][C@H:30]([O:38][C:39](=[O:41])[CH3:40])[C:31]3[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=3)[C:26](=[O:42])[N:25]2[C:43]2[CH:48]=[CH:47][C:46]([C:49]#[C:50][CH:51]=[O:52])=[CH:45][CH:44]=2)=[CH:20][CH:19]=1)(=[O:13])[CH3:12]>C(O)(C)(C)C.O1CCOCC1.CC(=C)C>[C:11]([O:14][C@@H:15]1[C@@H:56]([O:57][C:58](=[O:60])[CH3:59])[C@H:55]([O:61][C:62](=[O:64])[CH3:63])[C@@H:54]([C:65]([O:67][CH3:68])=[O:66])[O:53][C@H:16]1[O:17][C:18]1[CH:23]=[CH:22][C:21]([C@@H:24]2[C@@H:27]([CH2:28][CH2:29][C@H:30]([O:38][C:39](=[O:41])[CH3:40])[C:31]3[CH:32]=[CH:33][C:34]([F:37])=[CH:35][CH:36]=3)[C:26](=[O:42])[N:25]2[C:43]2[CH:48]=[CH:47][C:46]([C:49]#[C:50][C:51]([OH:8])=[O:52])=[CH:45][CH:44]=2)=[CH:20][CH:19]=1)(=[O:13])[CH3:12]Participants
7
Procedure
An aqueous solution (0.1 mL) of sodium dihydrogenphosphate (9.00 mg, 0.065 mmol) and sodium chlorite (5.00 mg, 0.055 mmol) was added to a solution of 10c (37.0 mg, 0.046 mmol) in tert-butyl alcohol (0.4 mL), dioxane (0.2 mL) and isobutylene (˜0.1 mL) at room temperature. After 1.5 h, the reaction mixture was concentrated in vacuo and the crude residue triturated repeatedly with ethyl acetate. The organic washings were dried (Na2SO4), filtered and concentrated in vacuo to afford the title compound 10d.
Workup
- concentrationthe reaction mixture was concentrated in vacuo
- customthe crude residue triturated repeatedly with ethyl acetate
- dry with materialThe organic washings were dried (Na2SO4)
- filtrationfiltered
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-e7adbb808200496a8ce5b89c8926e6f6
- Source dataset
- uspto-grants-2011_03
- Patent number
- US07901893B2
Reaction notes
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